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Pauson−Khand Reaction of Optically Active 6,7-Bis(tert-butyldimethylsiloxy)non-1-en-8-ynes
- Source :
- The Journal of Organic Chemistry. 65:6654-6659
- Publication Year :
- 2000
- Publisher :
- American Chemical Society (ACS), 2000.
-
Abstract
- Treatment of (6S,7S)-7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes with dicobalt octacarbonyl gave the corresponding cobalt complex. This complex was subsequently exposed to the Pauson-Khand conditions in the presence of a promoter such as cyclohexylamine, thioanisole, methyl isopropyl sulfide, and butyl methyl sulfide ending up with the stereoselective production of the (2S,3S,6S,7S)-7-methylbicyclo[4.3.0]nonenone derivatives instead of the expected (2S,3S,7S)-bicyclo[5.3.0]decenone species.
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 65
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....62251d565b6deaf8227fc60e40b79377
- Full Text :
- https://doi.org/10.1021/jo0008082